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42 Philip Drive

Montgomery, NY 12549
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Bed 3

Bed

Bath 3

Bath

SqFt3,400

Sqft

Acres2.20

Acres(Lot)

Thoughtfully designed, expertly built, and meticulously maintained, this 2003 Stunning Custom built Colonial by Hillside Homes is set on a private 2.2 acre wooded lot on a cul-de-sac in the Winding Oaks Subdivision. With 3400 square feet of modern luxury, this home features a large primary ensuite, two additional bedrooms, a bonus guestroom/study, an upstairs laundry room, and 2.5 bathrooms. The kitchen was fully remodeled in 2022 with modern cabinetry, quartz counter tops and a dual gas top with electric range. Nine-foot ceilings on the main level accentuate a magnificent fireplace in the family room and large upgraded windows, while oak flooring, arched doorways and pocket doors for privacy add elegance throughout the home. A spacious two-car garage includes a modern EV charger, and the side entrance to the home opens to a great built-in mudroom bench and closet for convenience. Downstairs, a walk-out basement offers a splendid recreation room with built-in bookshelves, a spacious office, and a large storage and utility room. The beautifully landscaped property features a well-maintained pool and a large stamped concrete patio making this home great for entertaining. It also features a 12 x 16 custom built shed and a practical fenced-in vegetable garden. Close to schools and shopping, this elegant home perfectly blends privacy, comfort and convenience, ideal for embracing the peaceful Hudson Valley Lifestyle.

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Detail Ic Property Details

Property Type : Residential

Price : $769,900

AD Id : 78333590

MLS Id : 977565

Beds : 3

Lot Size : 2.20 Acres

Living Area Size : 3,400

Year Built : 2003

Garage : 2

County : Orange

Subdivision: Jordan Ranch

  • Map Map

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 3 Full Baths: 2 Half Baths: 1

    Room Information

    Rooms Total: 11 Basement: Finished, Full, Storage Space, Walk-Out Access
  • Flooring Information

    Carpet, Ceramic Tile, Laminate, Wood
  • Interior Features

    Breakfast Bar, Central Vacuum, Crown Molding, Eat-in Kitchen, Entrance Foyer, High Ceilings, Kitchen Island, Pantry, Walk-In Closet(s) Appliances: Dryer, Electric Range, Gas Cooktop, Microwave, Refrigerator, Washer Laundry Features: Laundry Room
  • Heating & Cooling

    Has Heating: Yes Heating: Oil Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 2003 Construction Materials: Aluminum Siding, Vinyl Siding Patio And Porch Features: Deck, Patio Pool Features: Above Ground, Private Private Pool: Yes View: Trees/Woods
  • Exterior Features

    Exterior Features: Garden, Lighting, Rain Gutters

  • Lot Information

    Lot Size Acres: 2.2 Lot Size Square Feet: 95832 Lot Description: Cul-De-Sac, Landscaped, Level, Private, Wooded

    Property Information

    Subdivision: Winding Oaks Subdivision Source Property Type: Residential Property SubType: Single Family Residence Levels: Three Or More Property Age: 23

  • Listing Price Information

    Listing Price: $769900

  • Tax Information

    Parcel Number: 334289-032-000-0002-009.000-0000 Annual Tax: $13251

  • Parking Information

    Attached, Driveway, Electric Vehicle Charging Station(s), Garage

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 2

  • School Information

    Elementary School: Montgomery Elementary School
    Junior High School: Valley Central Middle School
    Senior High School: Valley Central High School
  • Utility Information

    See Remarks
  • Location Information

    Direction: 84 west to exit 28 (208 Maybrook/Walden) go left on 208 to right onto Neelytown Road to right onto 416 to left on Canning Road to left on 211 to E. Kaisertown Road to right onto Philip Drive . See #42 on right side of cul-de-sac. Sign on WaterSource: Private, Well Security Features: Smoke Detector(s)
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20 Wintergreen Court, Montgomery, NY, 12549 $350,000 2 2 1,353 1,353 SqFt
24 Francis Harrison Court, Montgomery, NY, 12549 $699,900 4 3 2,681 2,681 SqFt
82 Wallkill Avenue, Montgomery, NY, 12549 $499,000 5 3 2,360 2,360 SqFt

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 06/08/2026 @ 14:55

MLS: 977565 LISTED BY: Johnette Berlingieri, Houlihan Lawrence Inc. 845-473-9770 SOURCE: OneKey MLS

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